HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Chloro-3-methyl-2-pyridyl)-cyclopropyl-methanol → (4-Chloro-3-methyl-2-pyridyl)cyclopropylketone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Chloro-3-methyl-2-pyridyl)-cyclopropyl-methanol | HCID 12071707 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Chloro-3-methyl-2-pyridyl)cyclopropylketone | HCID 66980317 | 98.2% |
Reaction Steps
A solution of (3-methyl-4-chloro-pyridin-2-yl)-cyclopropyl-methanol (7.01 g, 35.5 mmol) in dichloromethane (80 mL) was treated with MnO2 (30.8 g, 355 mmol) at room temperature overnight. The reaction mixture was filtered through a pad of Celite and the filtrate was concentrated to dryness, affording the title compound (6.82 g, 98%). ESI-MS m/z: 196 (M+H)+; 1H NMR (CDCl3, 300 MHz) δ ppm: 8.41 (d, J=5.4 Hz, 1H), 7.42 (d, J=5.4 Hz, 1H), 2.96-3.04 (m, 1H), 2.57 (s, 3H), 1.20-1.28 (m, 2H), 1.14-1.09 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962842B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-8cd13742107b4d80a6c801f8988b57b1 |
| Source note | uspto-grants-2015_02 |